Naphthalene → HCID 13760982, compound

HRID 1099474Notes

Reaction equation

HRID 1099474 reaction equation
C(O)[C@H]1[O:7][C@H:6]([O:8][C@:9]2([CH2:18]O)O[C@H](CO)[C@@H](O)[C@@H:10]2O)[C@H:5]([OH:20])[C@@H:4](O)[C@@H:3]1O.C1C2C(=CC=CC=2)C=CC=1.C(OC(C)C)(=O)C(C)O>CC(O)C>[OH:20][CH:5]([CH:4]=[CH2:3])[C:6]([O:8][CH:9]([CH3:18])[CH3:10])=[O:7]

Participants

5

Reactant 3

HCID 931NaphthaleneHCID 5988SucroseHCID 61160Isopropyl lactate

Product 1

HCID 13760982HCID 13760982, compoundYield 36.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
160 °C

Procedure

An autoclave (50 cc microclave) is charged with 8.0 g of 2-propanol, 0.2249 g of sucrose (0.6569 mmol), 119.7 mg naphthalene (internal standard) and finally with 159.7 mg Sn-BEA (prepared according to U.S. Pat. No. 6,306,364). The autoclave is closed, charged with 20 bar of argon and heated to 160° C. After the temperature reaches 100° C., the mechanical stirrer is started (500 rpm) and the mixture is heated for 20 hours under these conditions. GC-analysis of the reaction mixture shows that 0.68 mmol of isopropyl lactate is formed (26%) together with 0.237 mmol isopropyl 2-hydroxy-3-butenoate (12%).

Workup

  1. customprepared
  2. customThe autoclave is closed
  3. additioncharged with 20 bar of argon
  4. customreaches 100° C.
  5. temperaturethe mixture is heated for 20 hours under these conditions

Sources & evidence

ORD record
ord-42a8288ecf884af6881379b0fe01c9f9
Source dataset
uspto-grants-2012_03
Patent number
US08143439B2

Reaction notes

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